in a task report, any task will only be able to appear one time. You could set up a number of reports to accommodate this need, e.g. reports on:
* tasks that should be in progress this week
* tasks that should be in progress this week+1 (i.e. next week)
* tasks that should be in progress this week+2
* tasks that should be in progress this week+3
and then arrange them in a dashboard.